HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → HCID 68537658, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | alpha-D-Glucopyranosyl bromide, tetraacetate | HCID 101776 | — |
| Reactant | HCID 68535856 | HCID 68535856 | — |
| Catalyst | Benzyltributylammonium chloride | HCID 159952 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68537658 | HCID 68537658 | 62.9% |
Reaction Steps
To a solution of 4-{[4-(2-benzyloxycarbonyl-2-methylpropoxy)phenyl]methyl}-1,2-dihydro-5-isopropyl-3H-pyrazol-3-one (0.25 g), acetobromo-α-D-glucose (0.48 g) and benzyltri(n-butyl)ammonium chloride (0.18 g) in dichloromethane (5 mL) was added 5 mol/L aqueous sodium hydroxide solution (0.35 mL), and the mixture was stirred at room temperature for 3 hours. The reaction mixture was purified by column chromatography on aminopropylated silica gel (eluent: n-hexane/ethyl acetate=1/1-1/3) to give the title compound (0.28 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07375087B2 |
| Source dataset | uspto-grants-2008_05 |
| ORD ID | ord-edf9e96f08ea4e678cf400091775201e |
| Source note | uspto-grants-2008_05 |